- #1
konichiwa2x
- 81
- 0
Can someone explain why this is so or atleast nudge me in the right direction?
Dihydro Benzene is more polar than Dichloro benzene
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Discussion Overview
The discussion revolves around the polarity of dihydrobenzene compared to dichlorobenzene, exploring the structural differences and dipole moments of these compounds. Participants are examining concepts related to chemical bonding and molecular symmetry.
Discussion Character
- Exploratory
- Technical explanation
- Debate/contested
Main Points Raised
- Some participants question the polarity of para-dichlorobenzene, suggesting it likely does not have a dipole moment due to the symmetrical arrangement of chlorine atoms.
- Others propose that ortho and meta dichlorobenzene would exhibit dipole moments, with a greater dipole moment expected in ortho isomer.
- One participant notes that dihydrobenzene exists in two forms: 1,3 cyclohexadiene and 1,4 cyclohexadiene, and emphasizes that these compounds do not possess aromatic characteristics.
- It is suggested that the dipole moment of 1,3 cyclohexadiene is significant due to its asymmetrical structure, while uncertainty remains regarding the dipole moment of 1,4 cyclohexadiene.
- Clarifications are made regarding the nomenclature of cyclohexadiene, with a participant admitting to a previous labeling mistake and confirming that 1,3 cyclohexadiene has a dipole moment.
- There is a mention that 1,2 cyclohexadiene may not exist as a stable compound, being considered only a reactive intermediate.
Areas of Agreement / Disagreement
Participants express differing views on the dipole moments of the various isomers of dichlorobenzene and dihydrobenzene, indicating that the discussion remains unresolved with multiple competing perspectives.
Contextual Notes
There are limitations regarding the assumptions made about the structures and properties of the compounds discussed, particularly concerning the dipole moments and the existence of certain isomers.
- #2
Gokul43201
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Your thoughts (whether in favor or opposing)?
- #3
konichiwa2x
- 81
- 0
well i have just now started learning chemical bonding so I am not very sure about the answer but anyway..
para-dichlorobenzene most probably doesn't have a dipole moment because of the oppositely positioned Chlorine atoms. Ortho and meta dichlorobenzene would definitely have a dipole moment(greater in the case of ortho). But I have no clue about dihydro-benzene. I don't even have any idea about its strucutre... Can you please help?
para-dichlorobenzene most probably doesn't have a dipole moment because of the oppositely positioned Chlorine atoms. Ortho and meta dichlorobenzene would definitely have a dipole moment(greater in the case of ortho). But I have no clue about dihydro-benzene. I don't even have any idea about its strucutre... Can you please help?
- #4
dmoravec
- 147
- 0
dihydrobenzene doesn't really contain benzene
NOTE: The post previously had 1,3 cyclohexadiene mislabeled as 1,2 cyclohexadiene. Mistake noted by Cesium.
dihydrobenzene comes in two forms. These are also known as:
1) 1,3 cyclohexadiene
and
2) 1,4 cyclohexadiene
(or if you wanted you could do the ortho,para naming)
but the key difference between these compounds and dichlorobenzene is that these, while still a derivative of benzene, do not have 3 alternating double bonds and are not aromatic.
If you are confused of the exact structure I found them at sigmaaldrich.com searching for dihydrobenzene.
The dipole moment of the 1,3 cyclohexadiene form makes sense considering the molecule is no longer symetrical (as in the para-dichlorobenzene or the 1,4 cyclohexadiene). As for the dipole moment of the 1,4 cyclohexadiene I really have no idea, it shouldn't have much, if any dipole moment.
NOTE: The post previously had 1,3 cyclohexadiene mislabeled as 1,2 cyclohexadiene. Mistake noted by Cesium.
dihydrobenzene comes in two forms. These are also known as:
1) 1,3 cyclohexadiene
and
2) 1,4 cyclohexadiene
(or if you wanted you could do the ortho,para naming)
but the key difference between these compounds and dichlorobenzene is that these, while still a derivative of benzene, do not have 3 alternating double bonds and are not aromatic.
If you are confused of the exact structure I found them at sigmaaldrich.com searching for dihydrobenzene.
The dipole moment of the 1,3 cyclohexadiene form makes sense considering the molecule is no longer symetrical (as in the para-dichlorobenzene or the 1,4 cyclohexadiene). As for the dipole moment of the 1,4 cyclohexadiene I really have no idea, it shouldn't have much, if any dipole moment.
Last edited:
- #5
Cesium
- 273
- 0
What about 1,3-cyclohexadiene? It should have a dipole moment.
- #6
Cesium
- 273
- 0
- #7
dmoravec
- 147
- 0
you are correct, It was my mistake, I mislabeled my first post. The 1,2 cyclohexadiene should read as 1,3 cyclohexadiene. When I was working the nomenclature out by hand (in attempt to answer your question) I had mistakenly used the numbers as the carbon positions where the hydrogen is attached, not the bond position. So YES, 1,3 cyclohexadiene has a dipole moment, I don't think 1,4 cyclohexadiene does. And I'll probably be corrected again, but I don't think 1,2 cyclohexadiene exists. Good call.
- #8
Cesium
- 273
- 0
I agree with you. A quick search online (not the ultimate authority) does not show much for 1,2-cylcohexadiene. It seems as if it is only a reactive intermediate.
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